HCID 15725104, compound → HCID 15725105, compound

HRID 1723420Notes

Reaction equation

HRID 1723420 reaction equation
[CH3:1][NH:2][C@H:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][C@H:4]1[O:14]CC1C=CC=CC=1.[H][H]>[Pd].CO>[OH:14][C@H:4]1[C@@H:3]([NH:2][CH3:1])[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5]1

Participants

5

Reactant 2

HCID 15725104HCID 15725104, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15725105HCID 15725105, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 150 parts of cis-ethyl 4-(methylamino)-3-(phenylmethoxy)-1-piperidinecarboxylate and 560 parts of methanol was hydrogenated at normal pressure and at 50° C. with 10 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 101 parts (95%) of ethyl cis-3-hydroxy-4-(methylamino)-1-piperidinecarboxylate (10).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-7c74a6a8e8c04c9d857f0f3db086a24f
Source dataset
uspto-grants-1989_08
Patent number
US04861785

Reaction notes

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